Laurallene,new bromoallene from the marine red alga Laurencia nipponica Yamada

Laurallene ($\text{1}$), a new brominated cyclic ether having a terminal allene moiety, has been isolated as a main constituent from the marine red alga $\text{Laurencia nipponica}$ Yamada (Rhodomelaceae, Rhodophyta) and its structure was determined by its physical and chemical properties.     

Two new bromoindoles from red alga Laurencia similis

Two new bromoindole alkaloids have been isolated from the ethanolic extract of the red alga Laurencia similis.On the basis of chemical and spectroscopic methods(including 1D and 2D NMR technique),their structures have been elucidated as 2,2′,5,5′,6,6′-sixibromo -3,3′-bi-1H-indole and 3,5-dibromo-1-methylindole,respectively.     

Novel cytotoxic brominated diterpenes from the red alga Laurencia obtusa

Five new brominated diterpenes, along with two known, have been isolated from the organic extract of the red alga Laurencia obtusa, collected from the coastal rocks of Preveza in the Ionean Sea, Greece. The novel metabolites prevezols B-E possess two new carbon skeletons, to the best of our knowledge, unprecedented in the literature. The structures and the relative stereochemistry of the new natural products were established by means of spectral data analyses. The new metabolites were tested for their cytotoxic activity against five human cell lines. Two metabolites have exhibited significant cytotoxicity.     

Bioactive C15 acetogenins from the red alga Laurencia obtusa

The petroleum ether extract of the red alga Laurencia obtusa afforded three new C(15) acetogenins (cyclic ether enyne): (12Z)-cis-maneonene-D (1), (12E)-cis-maneonene-E (2), and (12Z)-trans-maneonene-C (3), along with one known cis-maneonene-A (4). Blood neutrophils were prepared, cultured, and incubated for 24, 48, and 72 h in medium with and without isolated compounds. Blood neutrophils were prepared, cultured, and incubated for 24, 48 and 72 h in medium with and without the isolated compounds. Both morphology and DNA fragmentation methods assessed the percentage of neutrophils apoptosis in each culture. In the present study, several observations have been made concerning the apoptosis-inducing or inhibiting effect of 1 and 2. Both compounds had no inhibition of apoptosis but apoptosis was enhanced significantly by aging. However, 1 stimulated apoptosis of normal only at the initial 24 h. After that there was no significant difference in apoptosis with or without compound 1, while 2 stimulated apoptosis at all the times. The apoptosis induced by these two compounds was demonstrated by DNA fragmentation assay and microscopic observation. These observations suggest that compounds 1 and 2 may be involved in regulation of programmed death in the initiation and propagation of inflammatory responses.     

Laureepoxide,new bromo ether from the marine red alga Laurencianipponica Yamada

An interesting bromine containing compound, laureepoxide ($\text{1}$), has been isolated from $\text{L}$. $\text{nipponica}$ Yamada (Rhodomelaceae, Rhodophyta) and its structure has been determined by the chemical degradations and spectral properties.     

Laurane-derived sesquiterpenes from the marine red alga Laurencia tristicha (Rhodomelaceae)

Two new stereoisomers of laurane-derived brominated sesquiterpenes, 4-bromolaur-11-en-1,10alpha-diol (1) and 4-bromolaur-11-en-1,10beta-diol (2), one new natural product, laur-11-en-1,10alpha-diol (3), together with 11 known compounds (4-14) were isolated and identified from the organic extract of the marine red alga Laurencia tristicha. Their structures and relative stereochemistry were established by analysis of mass and NMR spectroscopic techniques.     

New antifungal cholestane and aldehyde derivatives from the red alga Laurencia papillosa

The chloroform/methanol extract of the red alga, Laurencia papillosa, collected from the Red Sea in Saudi Arabia, was found to contain two cholestane derivatives: 3alpha, 6alpha-dihydroxy-5beta-cholestan-12-one (1) and the known, 6beta-hydroxycholest-4-en-3-one (2), which was isolated separately in a pure form for the first time. In addition to these compounds, a new aldehyde derivative, (E)-2-{(E) tridec-2-en-2-yl} heptadec-2-enal (3), was isolated. The structures of all compounds were established based on extensive spectroscopic (1D and 2D NMR, UV, IR) and mass spectrometric studies. All compounds, except 2, were tested for their antifungal activity. Significant activities were associated with 1 and 3 against Candida albicans, Aspergillus fumigatus, and A. flavus.     

Two new brominated C15-acetogenins from the red alga Laurencia japonensis

Abstract

We report on the chemical characteristics of the red alga Laurencia japonensis, collected off the coast of Yoshio, Katsuura, Boso Peninsula, Japan. We isolated two new brominated C₁₅-acetogenins in this species, which we name katsuurenyne A (1) and katsuurenyne B (2), along with two already known halogenated terpenes [2,10-dibromo-3-chloro-α-chamigrene (7) and aplysiadiol (8)]. We extensively analysed spectral data (from IR, ESI-MS, 1D-NMR and 2D-NMR) to confirm the structure of these compounds.     

A new bromoallene-producing chemical type of the red alga Laurencia nangii masuda

Six populations of Laurencia nangii were found to produce three bromoallenes; dihydroitomanallene B (1), itomanallene B (2) and pannosallene (3). Prior to this report, L. nangii were only known to produce C(15)-acetogenins with acetylene functionality. This could be regarded as a new chemical race of L. nangii. The compound structures were elucidated on the basis of spectroscopic analysis and comparison with those previously reported in literature. Compound 1, dihydroitomanallene B, was isolated as a new compound representing a minor variation of itomanallene B (2).     

Laurenidificin, a new brominated C15-acetogenin from the marine red alga Laurencia nidifica

<正>A new brominated C_(15)-acetogenin,namely,laurenidificin,was isolated from the marine red alga Laurencia nidifica.Its structure was determined on the basis of spectroscopic methods.